Abstract: Compounds of the formula ##STR1## wherein Z is SO or SO.sub.2 possess renin inhibition activity and are useful in treating hypertension and other diseases where the reduction of the levels of circulating angiotensin II are beneficial.
Abstract: Racemic Feist's acid is treated with (R)-(+) -.alpha.-methylbenzylamine to yield (1R-trans)-3-methylene -cyclopropane-1,2-dicarboxylic acid, (R)-.alpha.-methylbenzyl-amine (1:1) salt. This salt can then be converted to (1R-trans)-3-methylene-1,2-cyclopropanedicarboxylic acid, dimethyl ester which is an intermediate in the preparation of the antiviral agent [1R-(1.alpha.,2.beta.,3.alpha.)]-2-amino-9-[2,3-bis(hydroxymethyl)cyclobut yl]-1,9-dihydro-6H-purin-6-one. The improved process also enables the recovery of racemic Feist's acid from the resolution.
Type:
Grant
Filed:
November 12, 1993
Date of Patent:
June 11, 1996
Assignee:
E. R. Squibb & Sons, Inc.
Inventors:
Jollie D. Godfrey, Jr., Richard H. Mueller, Thomas P. Kissick, Janak Singh
Abstract: Compounds of the formula ##STR1## wherein A is ##STR2## are useful as ACE and NEP inhibitors and those wherein A is ##STR3## are useful as ACE inhibitors. Methods of preparation and intermediates are also disclosed.
Abstract: The protected cyclobutanone of the formula ##STR1## is treated with a dialkylaluminum chloride, an alkylaluminum dichloride, a trialkylaluminum compound, hydrogen in the presence of the catalysts ruthenium black or ruthenium on alumina, diphenyl-silane in the presence of tris(triphenylphosphine) rhodium (I) chloride, or iridium tetrachloride to yield the corresponding diprotected cyclobutanol. This compound is useful as an intermediate in the preparation of antiviral agents.
Type:
Grant
Filed:
November 4, 1994
Date of Patent:
May 14, 1996
Assignee:
E. R. Squibb & Sons, Inc.
Inventors:
Janak Singh, Gregory S. Bisacchi, Richard H. Mueller
Abstract: Compounds of the formula ##STR1## wherein X is O or S--(O).sub.t ; n is one or two; m is zero or one; Y is CH.sub.2, O, or S--(O).sub.t provided that Y is O or S--(O).sub.t only when m is one; and A is ##STR2## are dual inhibitors of NEP and ACE. Compounds wherein A is ##STR3## are selective ACE inhibitors. Also disclosed are methods of preparation and intermediates.
Abstract: Compounds of the formula ##STR1## wherein A is ##STR2## are useful as ACE and NEP inhibitors and those wherein A is ##STR3## are useful as ACE inhibitors. Methods of preparation and intermediates are also disclosed.
Abstract: Diuresis, natriuresis, and the lowering of blood pressure are produced in a host by administering one or more neutral endopeptidase inhibitors. An additional blood pressure lowering agent such as an angiotensin converting enzyme inhibitor can be administered along with the neutral endopeptidase inhibitor.
Type:
Grant
Filed:
July 12, 1990
Date of Patent:
March 5, 1996
Assignee:
E. R. Squibb & Sons, Inc.
Inventors:
Norma G. Delaney, Eric M. Gordon, Jack M. DeForrest, David W. Cushman
Abstract: Compounds of the formula ##STR1## wherein m is zero or 1; n is zero, 1 or 2; p is zero or 1 to 6 provided that m and p are not both zero; R.sub.3 is hydrogen, acyl, or benzyl; and R.sub.1 is hydrogen, alkyl, phenyl, substituted phenyl, phenyl-alkylene, heterocyclic-alkylene, etc. These compounds are useful as cardiovascular agents.
Type:
Grant
Filed:
March 26, 1993
Date of Patent:
May 9, 1995
Assignee:
E. R. Squibb & Sons, Inc.
Inventors:
Norma G. Delaney, George C. Rovnyak, Melanie J. Loots
Abstract: Compounds of the formula ##STR1## wherein Z is ##STR2## proline, pipecolic acid, an indolecarboxylic acid or an isoquinolinecarboxylic acid. These compounds are useful as cardiovascular agents.
Type:
Grant
Filed:
March 26, 1993
Date of Patent:
May 9, 1995
Assignee:
E. R. Squibb & Sons, Inc.
Inventors:
Norma G. Delaney, George C. Rovnyak, Melanie J. Loots
Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is a substituted purinyl group including pharmaceutically acceptable salts are useful as antiviral agents.
Type:
Grant
Filed:
February 22, 1994
Date of Patent:
May 9, 1995
Assignee:
Bristol-Myers Squibb Co.
Inventors:
Joseph A. Tino, Gregory S. Bisacchi, Saleem Ahmad
Abstract: The protected cyclobutanone of the formula ##STR1## is treated with a dialkylaluminum chloride, an alkylaluminum dichloride, a trialkylaluminum compound, diphenylsilane in the presence of tris(triphenylphosphine) rhodium (I) chloride, or iridium tetrachloride to yield the corresponding diprotected cyclobutanol. This compound is useful as an intermediate in the preparation of antiviral agents.
Type:
Grant
Filed:
May 26, 1992
Date of Patent:
May 2, 1995
Assignee:
E. R. Squibb & Sons, Inc.
Inventors:
Janak Singh, Gregory S. Bisacchi, Richard H. Mueller
Abstract: The present invention relates to a process for the preparation of substituted cyclobutanes and their use as intermediates for the preparation of anti-viral nucleoside analogs.
Type:
Grant
Filed:
June 14, 1993
Date of Patent:
March 21, 1995
Assignee:
Bristol-Myers Squibb Co.
Inventors:
Richard J. Pariza, Steven M. Hannick, Thomas J. Sowin, Elizabeth M. Doherty
Abstract: Antiviral activity is exhibited by compounds having the formula ##STR1## and their pharmaceutically acceptable salts. R.sub.1 is ##STR2## R.sub.2 is hydrogen, --PO.sub.3 H.sub.2, ##STR3## wherein R.sub.3 is hydrogen, alkyl, substituted alkyl, or aryl, and R.sub.4 is alkyl.
Abstract: Compounds of the formula ##STR1## wherein A is ##STR2## are dual inhibitors of NEP and ACE. Compounds wherein A is ##STR3## are selective as ACE inhibitors. Methods of preparation and intermediates are also disclosed.
Abstract: Cyclobutane intermediates wherein the absolute stereochemistry is (1S,2R) of the formula ##STR1## are disclosed. These intermediates are useful in the preparation of compounds having anti-viral activity.
Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is an amino substituted pyrimidinone or a pyrimidinedione including pharmaceutically acceptable salts are useful as antiviral agents.
Type:
Grant
Filed:
January 25, 1993
Date of Patent:
May 24, 1994
Assignee:
Bristol-Myers Squibb Co.
Inventors:
Joseph A. Tino, Gregory S. Bisacchi, Saleem Ahmad
Abstract: The present invention relates to a process for the preparation of substituted cyclobutanes and their use as intermediates for the preparation of anti-viral nucleoside analogs.
Type:
Grant
Filed:
June 14, 1993
Date of Patent:
May 17, 1994
Assignee:
Bristol-Myers Squibb Co.
Inventors:
Richard J. Pariza, Steven M. Hannick, Thomas J. Sowin, Elizabeth M. Doherty